Winnebago Holidays from £1,350

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top Winnebago Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago
£1,350
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (2,656 reviews)
The room was very clean and spacious. Our check in was easy and the staff was very helpful with recommendations. Didn't make it for the breakfast but it sounded like it was good after meeting some other guest.

Reviewed on 24 Sept 2026

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

Downtown Chicago
£1,392
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,586 reviews)
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

Downtown Chicago
£1,394
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (884 reviews)
Super accommodation. Big. Roomy. Clean. Close to restaurants n shops. Despite communication being mostly via text.. the managers were VERY responsive. I would return in a jiffy to stay here.. Thank you. Thank you

Reviewed on 24 Sept 2026

The Drake

The Drake

Downtown Chicago
£1,450
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,583 reviews)
The location was THE BEST!! The view was TO DIE FOR (lake view room). AIhigher floor stay might help avoid the noise of the heavy traffic The restaurant and bar was a little different (not what I had in mind for a restaurant -it is more like a bar with tables to order food and eat. The fish and chips were great. The reuben was very good and the martini was spot on. So - it worked out. Breakfast was very good. The Magnificent Mile walk was refreshing and SO MUCH TO SHOPPING available. The weather was perfect 55-70 degrees everyday of our trip. It was hard to return to Texas after such a lovely weather experience in the windy city.

Reviewed on 25 Sept 2026

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago
£1,480
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,039 reviews)

Winnebago Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
3,100
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Coronado Performing Arts Centre, Burpee Museum of Natural History and Rockford Art Museum

Top hotels in Winnebago

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
£67
7 Oct - 8 Oct
includes taxes & fees
9/10 Wonderful! (1,754 reviews)
"Staff was helpful with directions."

Reviewed on 24 Sept 2026

Baymont by Wyndham Rockford
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

700 W Riverside Blvd Rockford IL
Fully refundable
£83
25 Oct - 26 Oct
includes taxes & fees
Riverview Inn & Suites, an Ascend Collection Hotel
Embassy Suites by Hilton Rockford Riverfront

Embassy Suites by Hilton Rockford Riverfront

416 S Main Street Rockford IL
Fully refundableReserve now, pay when you stay
£118
27 Sept - 28 Sept
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Great restaurant in the lower level, and an awesome rooftop bar"

Reviewed on 23 Sept 2026

Embassy Suites by Hilton Rockford Riverfront
See all 238 properties in Winnebago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Winnebago attractions

Winnebago Public Library

Winnebago Public Library is just one of the places to see in Winnebago, so why not enjoy the other things to explore during your travels?
See properties

Winnebago Village Hall

Winnebago Village Hall is just one of the places to see in Winnebago, so why not enjoy the other things to explore during your travels?
See properties

Frequently asked questions

Why should I book my Winnebago holiday with Expedia?
Expedia has you covered for every aspect of your next Winnebago getaway. You'll always get the best deals around, but when you bundle your accommodation, flights and/or car hire into a holiday package, you'll get even bigger savings. Keen to really make the most of your adventure? Add a few fun activities and tours to your customised package. We offer flexible cancellation policies on most bookings, so you won't need to stress if your plans change. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Winnebago?
Love sightseeing but don't like crowds? Book your Winnebago escape for December, January and February. Typically, it's much quieter than it is in May, June and August. Plan your getaway to Winnebago based on what type of holiday you're looking for. January is the coolest time of year, when average daytime temperatures are -6ºC. In July, the warmest month, expect temperatures of around 22ºC during the day.
What is the top hotel for my holiday in Winnebago?
Offering plenty of amenities and home comforts, LondonHouse Chicago, Curio Collection by Hilton will make the perfect base for your Winnebago holiday.
How do I get a cheap holiday to Winnebago?
If you love getting an amazing deal, combine your bookings into a Winnebago holiday. Whether you're searching for hotels, flights, hire cars or day tours, you can book them all in one place. You'll have ample choice at your fingertips as well. Expedia has over 400 airlines and 321,000 hotels worldwide to take your pick of. Fly with who you want, stay where you like and save a tidy sum — now that's the ideal holiday! Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Winnebago holiday?
There are plenty of things to see and do while enjoying a holiday in Winnebago. BMO Harris Bank Centre, Coronado Performing Arts Centre, Burpee Museum of Natural History and Rockford Art Museum are among this destination's key attractions.
Do I need a visa for my Winnebago holiday?
Visa requirements for Winnebago vary based on your nationality and the purpose of your visit. Be sure to check official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures or supporting documentation that might be necessary. Enquire about your visa requirements well ahead of time to ensure a smooth travel experience. Also make sure your passport has a minimum of six months validity from your return date.
What should I wear on my Winnebago holiday?
First, consider the types of things you'll be doing during your trip to Winnebago and travel with pieces that you can mix and match. For fashion inspiration or information on any dress codes, look up a few style blogs or social media accounts. Be sure to look at the weather forecast so you can pack your bags accordingly. The warmest time of year in Winnebago is July, with average daily temperatures of 22ºC. If you plan to travel in the coolest month of January, the mercury hovers around -6ºC during the day.
What does an Expedia Winnebago holiday include?
That depends on you. Simply choose from a range of Winnebago bundles, such as a flight, hire car and hotel. You can also book a hotel and a flight, or a car hire and a flight. Once you've made your booking, add the fun stuff like activities and experiences. Whatever your dream Winnebago break looks like, you're sure to save! Check for any available private holiday homes in Winnebago as they are the most popular property type here. You can also look up other great stays on Expedia and tailor your own unique holiday experience.
Does Expedia offer Book Now, Pay Later Winnebago holidays?
Yes. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:
  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that fit all budgets, so you can have that well-deserved holiday sooner.
  • No-deposit holidays: Hitting the "book now" button is much easier with this plan. With no deposit required for your holiday, you can Book Now, Pay Later and start packing your suitcase.
Can I choose my airline with a Winnebago Expedia holiday?
Yes, you're in charge. We offer more than 400 partner airlines worldwide, so you can customise your Winnebago getaway according to your budget and needs.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.